AN ENANTIOPURE ISOBORNYLSULFINYLCYCLOHEXENE DERIVATIVE, C19H30O5S

被引:8
作者
ADAMS, H [1 ]
BAILEY, NA [1 ]
NEVILLE, D [1 ]
AVERSA, MC [1 ]
BONACCORSI, P [1 ]
GIANNETTO, P [1 ]
机构
[1] UNIV MESSINA,DIPARTIMENTO CHIM ORGAN & BIOL,I-98166 MESSINA,ITALY
关键词
D O I
10.1107/S0108270195000746
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The crystal structure of the title compound {methyl (1R,2R,R(S))-2-methoxy-4-[(1S,2R,4R)-2-hydroxy-10-bornylsulfinyl]cyclohex-3-enecarboxylate} C19H30O5S, has been determined by X-ray diffraction. The structure shows an intramolecular hydrogen bond between the hydroxyl group and the sulfinyl O atom.
引用
收藏
页码:1357 / 1359
页数:3
相关论文
共 10 条
[1]   CONTROL OF STEREOCHEMISTRY BY SULFOXIDE CHIRALITY IN DIELS-ALDER REACTIONS OF 1-METHOXY-3-ALKYLSULFINYLBUTADIENES [J].
ADAMS, H ;
JONES, DN ;
AVERSA, MC ;
BONACCORSI, P ;
GIANNETTO, P .
TETRAHEDRON LETTERS, 1993, 34 (40) :6481-6484
[2]   DIMETHYL (R)S-2-(10-ISOBORNYLSULFINYL)MALEATE, A CHIRAL SYNTHETIC EQUIVALENT OF DIMETHYL ACETYLENEDICARBOXYLATE - PREPARATION AND ITS APPLICATION TO THE FORMAL CHIRAL SYNTHESIS OF (-)-NEPLANOCIN A AND (-)-ARISTEROMYCIN [J].
ARAI, Y ;
HAYASHI, K ;
KOIZUMI, T ;
SHIRO, M ;
KURIYAMA, K .
TETRAHEDRON LETTERS, 1988, 29 (47) :6143-6146
[3]   SYNTHESIS AND ASYMMETRIC DIELS-ALDER REACTION OF DIMETHYL (D-ISOBORNEOL-10-SULPHINYL)MALEATE - NOVEL ROUTE TO KEY INTERMEDIATES FOR SYNTHESIS OF SOME CARBOCYCLIC NUCLEOSIDES AND TERPENOIDS [J].
ARAI, Y ;
HAYASHI, K ;
MATSUI, M ;
KOIZUMI, T ;
SHIRO, M ;
KURIYAMA, K .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (07) :1709-1716
[4]   POWERFUL DIENOPHILES FOR ASYMMETRIC DIELS-ALDER REACTIONS - ALPHA-(2-EXO-HYDROXY-10-BORNYLSULFINYL)MALEIMIDES [J].
ARAI, Y ;
MATSUI, M ;
KOIZUMI, T ;
SHIRO, M .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (06) :1983-1985
[5]   ASYMMETRIC DIELS-ALDER REACTIONS OF ENANTIOPURE 1-METHOXY-3-(PHENYL-2-HYDROXYETHYLSULFINYL)-1,3-BUTADIENES [J].
AVERSA, MC ;
BONACCORSI, P ;
GIANNETTO, P ;
JONES, DN .
TETRAHEDRON-ASYMMETRY, 1994, 5 (05) :805-808
[6]   HOMOCHIRAL 1-METHOXY-3-SULFINYL-1,3-BUTADIENES DERIVED FROM 10-MERCAPTOISOBORNEOL [J].
AVERSA, MC ;
BONACCORSI, P ;
GIANNETTO, P ;
JAFARI, SMA ;
JONES, DN .
TETRAHEDRON-ASYMMETRY, 1992, 3 (06) :701-704
[7]   ASYMMETRIC DIELS-ALDER REACTIONS OF SULFINYL-ACTIVATED DIENOPHILES OBTAINED VIA A SELF-INDUCED CHIRAL OXIDATION [J].
DELUCCHI, O ;
MARCHIORO, C ;
VALLE, G ;
MODENA, G .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (13) :878-880
[8]   SELF-INDUCED DIASTEREOSELECTIVE OXIDATION OF VINYL SULFIDES BEARING A CHIRAL HYDROXY GROUP AS A WAY OF PREPARATION OF OPTICALLY-ACTIVE SULFINYL DIENOPHILES AND THEIR USE IN THE ASYMMETRIC DIELS-ALDER REACTION TO CYCLOPENTADIENE [J].
DELUCCHI, O ;
LUCCHINI, V ;
MARCHIORO, C ;
VALLE, G ;
MODENA, G .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (09) :1457-1466
[9]   ASYMMETRIC DIELS-ALDER AND ENE REACTIONS IN ORGANIC-SYNTHESIS [J].
OPPOLZER, W .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1984, 23 (11) :876-889
[10]  
SHELDRICK GM, 1985, SHELXTL USER MANUAL